化学学报 ›› 1993, Vol. 51 ›› Issue (10): 1016-1022. 上一篇    下一篇

研究论文

硝基烷基膦酸酯碳负离子烷基化反应区域选择性研究

张荣馀;陈坚;瞿建波   

  1. 中国科学院上海有机化学研究所
  • 发布日期:1993-10-15

Studies on the regioselectivity of the alkylation reaction of carbanions derived from nitroalkylphosphonates

ZHANG RONGYU;CHEN JIAN;QU JIANBO   

  • Published:1993-10-15

α-或β-硝基烷基膦酸酯双负离子与卤代烷反应, 生成碳-烷基化产物, 反应区域选择性取决于硝基膦酸酯的结构, 讨论了可能的反应机理。

关键词: 反应机理, 膦酸酯类, 烷基化, 区域选择性, 硝基膦酸酯, 硝基膦酸酯

The reaction of dicarbanions derived from nitroalkylphosphonates with alkyl halides gave C-alkylation product. The regioselectivity of this reaction was depended on the structure of nitroalkylphosphonates. The reaction of dianion derived from a-nitroalkylphosphonates with alkyl halides afforded unique b-carbon-alkylation product. Whereas, with the dianion of b-nitroalkylphosphonates the alkylation reaction was occurred exclusively on the a-carbon atom adjacent to the phosphoryl group. Possible reaction mechanisms were discussed.

Key words: REACTION MECHANISM, PHOSPHONIC ACID ESTER, ALKYLATION, REGIOSELECTIVITY

中图分类号: